Annulation of pyrrole ring in 4-acylpyridine-3,5-dicarbonitriles in the presence of ammonia

Grigorev Arthur A.; Kayukov Yakov S.; Nikiforova Anastasiya L.; Karpov Sergey V.; Shchegravina Ekaterina S.; Kayukova Olga V.; Tafeenko Victor A.

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Annulation of pyrrole ring in 4-acylpyridine-3,5-dicarbonitriles in the presence of ammonia

机译：在氨存在下4-酰基吡啶-3,5-二羰基腈中吡咯环的环节

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摘要

4-Acyl-2-amino-6-chloropyridine-3,5-dicarbonitriles underwent heterocyclization in the presence of ammonia in aqueous dioxane medium, involving the ortho-ketonitrile fragment while preserving the halogen atom. The pyrrole ring annulation process proceeded regioselectively with the formation of a single positional isomer.

机译：4-酰基-2-氨基-6-氯吡啶-3,5-二碳腈在水性二恶烷培养基中氨存在杂环，涉及在保持卤素原子的同时涉及邻酮腈片段。吡咯环形固定过程通过形成单个位置异构体进行区域选择性。

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来源
《Chemistry of heterocyclic compounds》 |2019年第2期|共5页
作者
Grigorev Arthur A.; Kayukov Yakov S.; Nikiforova Anastasiya L.; Karpov Sergey V.; Shchegravina Ekaterina S.; Kayukova Olga V.; Tafeenko Victor A.;
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作者单位

Chuvash State Univ 15 Moskovskiy Ave Cheboksary 428015 Russia;

Chuvash State Univ 15 Moskovskiy Ave Cheboksary 428015 Russia;

Chuvash State Univ 15 Moskovskiy Ave Cheboksary 428015 Russia;

Chuvash State Univ 15 Moskovskiy Ave Cheboksary 428015 Russia;

NI Lobachevsky State Univ Nizhny Novgorod 23 Gagarina Ave Nizhnii Novgorod 603950 Russia;

Chuvash State Agr Acad 29 Karla Marksa St Cheboksary 428003 Russia;

Moscow MV Lomonosov State Univ 1-3 Leninskie Gory Moscow 119991 Russia;

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原文格式 PDF
正文语种 eng
中图分类杂环化合物;
关键词
pyridine-3; 5-dicarbonitriles; heteroannulation; rearrangement; regioselectivity;

机译：吡啶-3;5-二羰基腈;异种法;重新排列;区域选择性;

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专利

1. Annulation of pyrrole ring in 4-acylpyridine-3,5-dicarbonitriles in the presence of ammonia [J] . Grigorev Arthur A., Kayukov Yakov S., Nikiforova Anastasiya L., Chemistry of heterocyclic compounds . 2019,第2期

机译：在氨存在下4-酰基吡啶-3,5-二羰基腈中吡咯环的环节
2. One-pot preparation of pyrrole derivatives via the copper-catalyzed [4+1] annulation of propargylic amines with ethyl glyoxylate and phenylglyoxal in the presence of piperidine [J] . Sakai Norio, Suzuki Hiroki, Hori Hiroaki, Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2017,第1期

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3. Rhodium-Catalyzed Annulation of alpha-lmino Carbenes with alpha,beta-Unsaturated Ketones: Construction of Multisubstituted 2,3-Dihydropyrrole/pyrrole Rings [J] . Ma Xueji, Liu Li, Wang Jiaying, The Journal of Organic Chemistry . 2018,第23期

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4. An efficient synthesis of 2-substituted pyrrole stable phosphorus ylides from reaction between pyrrole and acetylenic esters in the presence of triphenylphosphine in water-acetone media(Abstracts) [C] . Malek Taher Maghsoodlou, Nourollah Hazeri, Sayyed Mostafa Habibi Khorassani European Symposium on Organic Chemistry . 2007

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5. Measurement of Ammonia Emission from Agricultural Sites Using Open-Path Cavity Ring-down Spectroscopy and Wavelength Modulation Spectroscopy Based Analyzers [D] . Shadman, Soran. 2018

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6. Annulation of 1H-pyrrole-23-diones by thioacetamide: an approach to 5-azaisatins [O] . Aleksandr I Kobelev, Ekaterina E Stepanova, Maksim V Dmitriev, 2019

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机译：电子缺乏吡啶酮衍生物对电子尿素反应。 X.One-pot通过在氨存在下用1-甲基-3,5-二硝基-2-吡啶酮的环转化合成3-硝基吡啶，在氨存在下酮或醛

Annulation of pyrrole ring in 4-acylpyridine-3,5-dicarbonitriles in the presence of ammonia

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